Abstract
A method based on the reaction of 4-oxo-1,3-benzothiazinium perchlorates with hydrazines is developed for synthesizing 5-(o-mercaptophenyl)-1,2,4-triazoles. Their complexes with Ni(II), Co(II), and Zn(II) are prepared. The o-mercaptophenyltriazoles are capable of undergoing oxidative dimerization to give disulfides.
Similar content being viewed by others
Literature Cited
G. N. Dorofeenko, Yu. I. Ryabukhin, S. B. Bulgarevich, V. V. Mezheritskii, and O. Yu. Ryabukhina, Zh. Org. Khim., 13, 2459 (1977).
Yu. I. Ryabukhin, L. N. Faleeva, and V. G. Korobkova, Khim. Geterolsikl. Soedin., No. 3, 406 (1983).
S. B. Bulgarevich, T. A. Yusman, O. Yu. Ryabukhina, N. I. Dorokhova, Yu. I. Ryabukhin, G. N. Dorofeenko, and O. A. Osipov, Zh. Obshch. Khim., 51, 1418 (1981).
Yu. I. Ryabukhin, L. N. Faleeva, M. O. Gorbunova, T. V. Kovaleva, I. E. Uflyand, and V. N. Sheinker, Zh. Org. Khim., 24, 1990 (1988).
Yu. I. Ryabukhin, O. B. Korzhavina, O. Yu. Ryabukhina, A. G. Gasanov, and A. D. Garnovskii, Khim. Geterotsikl. Soedin., No. 12, 1658 (1989).
O. E. Kompan, R. G. Gerr, Yu. T. Struchkov, L. N. Faleeva, Yu. I. Ryabukhin, and L. P. Olekhnovich, Khim. Geterotsikl. Soedin., No. 1, 109 (1989).
O. B. Korzhavina, Yu. I. Ryabukhin, A. D. Garnovskii, and I. I. Shavel', Khim. Geterotsikl. Soedin., No. 4, 562 (1985).
A. D. Garnovskii, O. B. Korzhavina, and Yu. I. Ryabukhin, Koordnts. Khim., 12, 853 (1986).
L. Conti and G. Leandry, Boll. Sci. Fac. Chim. Ind. Bologna, 15, 37 (1957).
L. J. Bellamy, The Infra-Red Sepctra of Complex Molecules, 2nd edn., Methuen & Co., London (1958), pp. 362, 497.
V. I. Minkin, L. P. Olekhnovich, and Yu. A. Zhdanov, Molecular Design of Tautomeric Systems [in Russian], Izd. Rostov Univ., Rostov-on-Don (1977), p. 59.
A. D. Garnovskii, O. A. Osipov, L. I. Kuznetsova, and N. N. Bogdashev, Usp. Khim., 42, 177 (1973).
O. A. Osipov, A. D. Garnovskii, V. I. Minkin, V. A. Kogan, and V. P. Kurbatov, Izv. Sev.-Kavk. Nauchn. Tsentra Vyssh. Shk., Estest. Nauk, No. 2, 11 (1975).
V. A. Kogan, N. N. Kharabaev, O. A. Osipov, and S. G. Kochin, Zh. Strukt. Khim., 22, 126 (1981).
J. R. Wasson, H. W. Richardson, and W. E. Hatfield, J. Inorg. Nucl. Chem., 39, 1323 (1977).
P. Stenson, Acta Chem. Scand., 23, 1514 (1969).
P. B. Terent'ev and A. P. Stankyavichus, Mass Spectrometric Analysis of Biologically Active Nitrogen Bases [in Russian], Mokslas, Vil'nius (1987), p. 154.
Q. N. Porter, Mass Spectrometry of Heterocyclic Compounds, Wiley-Interscience, New York (1985), p. 789.
R. M. Silverstein, G. C. Bassler, and T. C. Morrill, Spectrometric Identification of Organic Compounds, 3rd edn., Wiley, New York (1974).
V. P. Kurbatov, A. V. Khokhlov, A. D. Garnovskii, O. A. Osipov, and L. A. Khukhlachieva, Koordnts. Khim., 5, 351 (1979).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1220–1226, September, 1991.
Rights and permissions
About this article
Cite this article
Ryabukhin, Y.I., Korzhavina, O.B., Garnovskii, A.D. et al. Recyclization of 4-oxo-1,3-benzothiazinium salts. Synthesis of o-mercaptophenyl-1,2,4-triazoles and metal chelates based on them. Chem Heterocycl Compd 27, 981–986 (1991). https://doi.org/10.1007/BF00484362
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00484362